A new route to (2S,4R)- and (2R,4S)-4-hydroxypipecolic acid

Authors
Haddad, M Larcheveque, M
Citation
M. Haddad et M. Larcheveque, A new route to (2S,4R)- and (2R,4S)-4-hydroxypipecolic acid, TETRAHEDR-A, 10(21), 1999, pp. 4231-4237
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
21
Year of publication
1999
Pages
4231 - 4237
Database
ISI
SICI code
0957-4166(19991029)10:21<4231:ANRT(A>2.0.ZU;2-W
Abstract
Both enantiomers of cis-4-hydroxypipecolic acid have been prepared by asymm etric synthesis using (S)- or (R)-glycidol as the chiral source, and involv ing a stereoselective hydrogenation of a six-membered cyclic imine. The lat ter is obtained by reduction and cyclization of a cyano beta-hydroxy ketone . (C) 1999 Elsevier Science Ltd. All rights reserved.